Functionalized Q-T-siloxane-based polymeric materials with low siloxane ring content, specific degree of polymerization, and method for preparing same
The present invention pertains to a functionalized polymeric liquid polysiloxane material comprising non-organofunctional Q-type siloxane moieties and mono-organofunctional T-type siloxane moieties, wherein the material comprises a limited low amount of four-membered Q 2 -type and/or Q 3 -type siloxane ring species relative to the total Q-type siloxane species, and has a functionalization-specific degree of polymerization as well as T- to Q-type ratio. The present invention further pertains to methods for producing the polymeric liquid polysiloxane material as well as associated uses of the material.
1 . A polymeric liquid polysiloxane material comprising:
(i) non-organofunctional Q-type siloxane moieties selected from the group consisting of:
(iv) mono-organofunctional T-type siloxane moieties selected from the group consisting of:
wherein
indicates a covalent siloxane bond to a silicon atom of another Q-, and/or T-type moiety as defined in (i) and/or (iv);
R 1 is selected from the group consisting of methyl, ethyl, propyl, —P(═O)(OR 1′ )(OH), —P(OR 1′ ) 2 , and —P(═O)(OH) 2 ;
R 1′ is selected from the group consisting of methyl, ethyl, propyl, and butyl;
R 2 is selected from the group consisting of methyl, vinyl, and phenyl;
R 3 is selected from the group consisting of methyl, vinyl, and phenyl;
R 5 is selected from the group consisting of R 5N , R 5U and R 5S , wherein
R 5N is selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, t-butyl, linear C 5-16 alkyl residues, branched C 5-16 alkyl residues, and cyclic C 5-16 alkyl residues;
R 5U is selected from the group consisting of -L-Z 1 , -L-Z 2 and —Z 3 , wherein
L is an aliphatic linker selected from the group consisting of —CH 2 —, —CH 2 CH 2 —, —CH 2 CH 2 CH 2 —, —C 6 H 4 —, —C 6 H 4 —CH 2 —, and —CH 2 —CH 2 —C 6 H 4 —CH 2 —;
z 1 is a moiety selected from the group consisting of —SH, —NH 2 ,
Z 2 is a moiety selected from the group consisting of
wherein
R 7 is independently selected from the group consisting of methyl, ethyl and n-butyl, and o is an integer from 1 to 3, and
Z 3 is selected from the group consisting of vinyl, phenyl,
wherein
n is an integer selected from the group consisting of 1, 2, 3, 4, and 5, and
R 6 is selected from the group consisting of methyl, ethyl, n-butyl, linear C 5-14 alkyl residues branched C 5-14 alkyl residues;
R 5S is selected from the group consisting of -L′-Y 1 , -L′-Y 2 , and —Y 3 , wherein
m is an integer selected from the group consisting of 1, 2, 3, and 4;
R 8 is selected from the group consisting of —Cl, —Br, —I, —F, —CN, —SCN, —N 3 , —NO 2 , —OH, —SO 2 OR 1′ , and —O—C(═O)R 12 ;
R 9 is selected from the group consisting of —Cl, —Br, —I, —F, —CN, —COOH, —COOR 1′ , phenyl, o-vinylphenyl, m-vinylphenyl, and p-vinylphenyl;
R 9′ is selected from the group consisting of —COOH and —COOR 1′ ;
L′ is an aliphatic linker selected from the group consisting of —CH 2 —, —CH 2 CH 2 —, and —CH 2 CH 2 CH 2 —; and
Y 1 is a moiety selected from the group consisting of
wherein o is an integer from 1 to 3;
Y 2 is a moiety selected from the group consisting of
wherein SU indicates substituted or non-substituted;
Y 3 is a moiety selected from the group consisting of
wherein
X is absent, —(NH)— or —O—;
R 10 is selected from the group consisting of R 10a , R 10b , R 10c , R 10d , R 12a , and
R 10a is selected from the group consisting of
R 10b is selected from the group consisting of:
in monomeric, biuret and triisocyanurate form;
R 10c is selected from the group consisting of:
wherein q is an integer from 1 to 25,
wherein each of q1 to q4 are integers from 0 to 8 and the sum of (q1+q2+q3+q4) is from 4 to 8, wherein each of q5 to q7 are integers from 0 to 24 and the sum of (q5+q6+q7) is from 3 to 24, wherein each of q8 and q9 are integers from 0 to 6 and the sum of (q8+q9) is from 2 to 6;
R 10d is selected from the group consisting of:
wherein r is an integer from 1 to 100, s is an integer from 1 to 15, and t is an integer from 1 to 10;
R 11 is selected from the group consisting of R 8 , —X—R 1′ , and R 12c , and
R 12 is selected from the group consisting of R 12a , R 12b , and R 12c , wherein
R 12a is selected from the group consisting of linear C 1-18 alkyl, linear C 2-18 alkenyl linear C 2-18 alkynyl, branched C 1-18 alkyl, branched C 2-18 alkenyl, branched C 2-18 alkynyl, substituted C 1-18 alkyl, substituted C 2-18 alkenyl, substituted C 2-18 alkynyl, non-substituted C 1-18 alkyl, non-substituted C 2-18 alkenyl, non-substituted C 2-18 alkynyl, cyclic C 3-18 alkyl, cyclic C 5-18 alkenyl, cyclic C 8-18 alkynyl, substituted C 3-18 alkyl, substituted C 5-18 alkenyl, substituted C 8-18 alkynyl, non-substituted C 3-18 alkyl, non-substituted C 5-18 alkenyl and non-substituted C 8-18 alkynyl;
R 12b is selected from the group consisting of
linear alkyl ether, branched alkyl ether, substituted alkyl ether, non-substituted alkyl ether, linear alkenyl ether, branched alkenyl ether, substituted alkenyl ether, non-substituted alkenyl ether, linear alkynyl ether, branched alkynyl ether, substituted alkynyl ether, non-substituted alkynyl ether, cyclic alkyl ether, substituted alkyl ether, non-substituted alkyl ether, cyclic alkenyl ether, substituted alkenyl ether, and non-substituted alkenyl ether, wherein the alkyl ether, alkenyl ether, and alkynyl ether have a molecular weight of up to 5000 g/mol;
unsubstituted polydimethylsiloxane and unsubstituted polydivinylsiloxane; and
poly- and oligosaccharides up to a molecular weight of 5000 g/mol; and
R 12c is selected from the group consisting of
amino acids up to a molecular weight of 5000 g/mol, oligo-peptides up to a molecular weight of 5000 g/mol and poly-peptides up to a molecular weight of 5000 g/mol; and
C 12-24 fatty acids,
with the proviso that R 55 is not
wherein
the degree of polymerization of the T-type siloxane moieties DP T-type is in the range of 1.1 to 2.7;
the material has a viscosity in the range of 2 to 100′000 cP, about 5 to 50′000 cP, or 5 to 1′000 cP, as measured by a cylindrical rotation viscometer according to standard ASTM E2975-15;
the material comprises less than 5, 2.5, 2, 1.5, 1 or 0.5 mol-% silanol groups (Si—OH); and
further wherein
the polysiloxane material comprises less than 45, less than 37, less than 30 or less than 25 mol-% four-membered combined Q 2r -type and Q 3s,d -type siloxane ring species relative to the total Q-type siloxane species; and/or
the polysiloxane material comprises less than 70, less than 63, less than 56 or less than 50 mol-% four-membered combined Q 3s,3d -type siloxane ring species relative to all Q 3 -type siloxane species; and/or
the polysiloxane material comprises less than 4.5, less than 4.0, less than 3.5 or less than 3.0 mol-% double four-membered Q 3d -type siloxane ring species relative to the total Q-type siloxane species; and/or
the polysiloxane material comprises less than 25, less than 20, less than 17 or less than 14 mol-% double four-membered Q 3d -type siloxane ring species relative to all Q 3 -type siloxane species,
characterized in that
when at least 65 mol-%, 75 mol-% or 85 mol-% of all R 5 residues of the T-type siloxane moieties in the polysiloxane material are R 5N , the degree of polymerization of the Q-type siloxane moieties DP Q-type is in the range of 1.65 to 2.35, and the atomic ratio of T- to Q-species in the material is in the range of 0.05:1 to 0.45:1;
when the sum of all -L-Z 1 and -L′-Y 1 residues amounts to at least 80 mol-% of all R 5 residues of the T-type siloxane moieties in the polysiloxane material, the degree of polymerization of the Q-type siloxane moieties DP Q-type is in the range of 1.75 to 2.25, and the atomic ratio of T- to Q-species in the material is in the range of 0.02:1 to 0.3:1;
when the sum of all Z 3 and Y 3 and/or the sum of all -L-Z 2 and -L′-Y 2 amounts to at least 50 mol-% of all R 5 residues of the T-type siloxane moieties in the polysiloxane material, the degree of polymerization of the Q-type siloxane moieties DP Q-type is in the range of 1.85 to 2.2, and the atomic ratio of T- to Q-species in the material is in the range of 0.02:1 to 0.3:1;
when the sum of all -L-Z 1 , -L′-Y 1 and R 5N amounts to at least 90 mol-% of all R 5 residues of the T-type siloxane moieties in the polysiloxane material, the degree of polymerization of the Q-type siloxane moieties DP Q-type is in the range of 1.8 to 2.4, and the atomic ratio of T- to Q-species in the material is in the range of 0.05:1 to 0.4:1; and
when the sum of all R 5N , z 3 , Y 3 , -L′-Y 2 and -L-Z 2 amounts to at least 90 mol-% of all R 5 residues of the T-type siloxane moieties in the polysiloxane material, the degree of polymerization of the Q-type siloxane moieties DP Q-type is in the range of 1.7 to 2.25, and the atomic ratio of T- to Q-species in the material is in the range of 0.05:1 to 0.25:1.
2 . The polymeric liquid hyperbranched polysiloxane material according to claim 1 , wherein
R 5N is selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, t-butyl, linear C 5-16 alkyl residues, branched C 5-16 alkyl residues and cyclic C 5-16 alkyl residues;
Z 1 is a moiety selected from the group consisting of —SH,
R 8 is selected from the group consisting of —Cl, —Br, —I, —CN, —SCN, and —N 3 ;
Y 1 is selected from the group consisting of
wherein o is an integer from 1 to 3;
Y 2 is a moiety selected from the group consisting of
Y 3 is a moiety selected from the group consisting of
wherein
X is absent, —(NH)— or —O—;
R 10 is selected from the group consisting of R 10a , R 10b , R 10c , R 10d , and R 12a ;
R 10a is selected from the group consisting of
R 10b is selected from the group consisting of
and X is N;
R 10c is selected from the group consisting of
wherein q is an integer from 1 to 10,
wherein each of q1 to q4 are integers from 0 to 8 and the sum of (q1+q2+q3+q4) is from 4 to 8, wherein each of q5 to q7 are integers from 0 to 24 and the sum of (q5+q6+q7) is from 3 to 24, wherein each of q8 and q9 are integers from 0 to 6 and the sum of (q8+q9) is from 2 to 6;
R 10d is selected from the group consisting of
wherein r is an integer from 1 to 25, s is an integer from 1 to 10 and t is an integer from 1 to 10;
R 11 is selected from the group consisting of R 8 and R 12c ; and
R 12 is selected from the group consisting of R 12a , R 12b and R 12c , wherein
R 12a is selected from the group consisting of linear C 1-18 alkyl, branched C 1-18 alkyl, substituted C 1-18 alkyl, non-substituted C 1-18 alkyl, linear C 2-18 alkenyl, branched C 2-18 alkenyl, substituted C 2-18 alkenyl and non-substituted C 2-18 alkenyl;
R 12c is selected from the group consisting of
amino acids up to a molecular weight of 2000 g/mol, oligo-peptides up to a molecular weight of 2000 g/mol and poly-peptides up to a molecular weight of 2000 g/mol; and
C 12-24 fatty acids and ring opened epoxidized fatty acid based polyols.
3 . The polymeric liquid polysiloxane material according to claim 1 , wherein
R 1 is selected from the group consisting of methyl, ethyl, and propyl;
R 5N is selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, t-butyl, linear C 5-16 alkyl residues, branched C 5-16 alkyl residues and cyclic C 5-16 alkyl residues;
L is an aliphatic linker selected from the group consisting of —CH 2 —, —CH 2 CH 2 —, —CH 2 CH 2 CH 2 —, and —C 6 H 4 —;
Z 1 is a moiety selected from the group consisting of —SH,
Z 2 is a moiety selected from the group consisting of
wherein R 7 is independently selected from the group consisting of methyl and ethyl;
Z 3 is selected from the group consisting of vinyl, and phenyl;
R 8 is selected from the group consisting of —Cl, —Br, —I, —CN, and —N 3 ;
R 9 is selected from the group consisting of —Cl, —CN, —COOH, —COOR 1′ , and phenyl;
Y 1 is selected from the group consisting of
wherein o is an integer from 2 to 3;
Y 2 is a moiety selected from the group consisting of
Y 3 is a moiety selected from the group consisting of
wherein X is absent, —(NH)—, or —O—;
R 10 is selected from the group consisting of R 10a , R 10b , R 10c , and R 10d ;
R 10a is selected from the group consisting of
R 10b is selected from the group consisting of
and X is N;
R 10c is selected from the group consisting of
wherein q is an integer from 1 to 6,
wherein each of q1 to q4 are integers from 0 to 8 and the sum of (q1+q2+q3+q4) is from 4 to 8, wherein each of q5 to q7 are integers from 0 to 8 and the sum of (q5+q6+q7) is from 3 to 12, wherein each of q8 and q9 are integers from 0 to 4 and the sum of (q8+q9) is from 2 to 4; and
R 10d is selected from the group consisting of
wherein r is an integer from 1 to 20, s is an integer from 1 to 8 and t is an integer from 1 to 10;
R 11 is selected from the group consisting of R 8 and R 12c ; and
R 12c is selected from the group consisting of
amino acids up to a molecular weight of 1000 g/mol, oligo-peptides up to a molecular weight of 1000 g/mol and poly-peptides up to a molecular weight of 1000 g/mol; and
C 12-24 fatty acids and ring opened epoxidized fatty acid based polyols.
4 . The polymeric liquid hyperbranched polysiloxane material according to claim 1 , wherein
(v) the degree of polymerization of the Q-type siloxane moieties DP Q-type is in the range of 1.6 to 2.4 and the atomic ratio of T- to Q-species in the material is in the range of 0.02:1 to 0.4:1 in all other cases than those defined in claim 1 ;
(vi) if the material comprises about or more than 5 mol-% M-type moieties, the degree of polymerization of the Q-type siloxane moieties DP Q-type is in the range of 1.7 to 2.5 and the atomic ratio of T- to Q-species in the material is in the range of 0.02:1 to 0.4:1;
(vii) the degree of polymerization of the D-type siloxane moieties DPD-type is in the range of 1.25 to 1.75; and/or
(viii) the degree of polymerization of the T-type siloxane moieties DPT-type is in the range of 1.3 to 2.2.
5 . The polymeric liquid polysiloxane material according to claim 1 , wherein
if at least 5 mol-% of the R 5 residues of the material are -L-Z 1 and/or L-Y 1 , excluding —SH,
then the polysiloxane material comprises less than 750 mol-ppm of a rearrangement catalyst;
the polysiloxane material comprises 0 to 1500 mol-ppm of a rearrangement catalyst based on the total molar silicon content present in the material; and/or
at least 1 mol-% of the sum of all R 5U and R 5S moieties in the material are R 5S moieties.
6 . A hydrolysis or emulsion product obtainable by reacting at least one polymeric liquid material according to claim 1 with
a predetermined amount of water or with a predetermined amount of a water-solvent mixture,
a predetermined amount of water for the hydrolysis product or with a predetermined amount of a water-solvent mixture in the presence of at least one surfactant for the hydrolysis product, or
a predetermined amount of water in the presence of at least one surfactant for the emulsion product.
7 . A method for functionalizing a polymeric liquid material according to claim 1 , the method comprising the following steps:
providing a polymeric liquid material according to claim 1 , wherein at least 1 mol-%, at least 3 mol-% of all R 5 moieties in the material are R 5U moieties;
functionalizing the R 5U residues of the polymeric liquid material to obtain at least 1 mol-% R 5S residues relative to the sum of all R 5U and R 5S residues;
retrieving, isolating and/or purifying the polymeric liquid material.
8 . A method for preparing a polymeric liquid material according to claim 1 , the method comprising the following steps:
(a) providing a precursor comprising non-organofunctional Q-type siloxane moieties selected from the group consisting of:
wherein R 1 is selected from the group consisting of methyl, ethyl, and propyl, and indicates a covalent siloxane bond to a silicon atom of another Q-type siloxane moiety,
wherein the precursor comprises at least 28 mol-% four-membered combined Q 2r -type and Q 3s,d -type siloxane ring species relative to the total Q-type siloxane species; and/or
wherein the precursor comprises at least 60%, four-membered combined Q 3s,3d -type siloxane ring species relative to all Q 3 -type siloxane species; and
wherein degree of polymerization of the Q-type polysiloxane DP Q-type is in the range of 1.5 to 2.5;
(b) adding at least one of a
(b1) tri-organofunctional M-type silane Si(OR 1 )(Me) 3 in mono- or oligomeric form; and/or
(b2) di-organofunctional D-type silane Si(OR 1 ) 2 (R 2 )(R 3 ) in mono- or oligomeric form; and/or
(b3) mono-organofunctional T-type silane Si(OR 1 ) 3 (R 5 ), wherein R 5 is selected from the group consisting of R 5N , R 5U and R 5S ;
to the polysiloxane of (a);
(c) optionally adding a rearrangement catalyst to the mixture of step (b);
(d) heating the mixture of (c);
(g) retrieving, isolating and/or purifying the polymeric liquid material;
with the proviso that at least one of:
the precursor of step (a) comprises mono-organofunctional T-type siloxane moieties, wherein R 5 is selected from the group consisting of R 5U and R 5S ,
a mono-organofunctional T-type silane Si(OR 1 ) 3 (R 5 ), wherein R 5 is selected from the group consisting of R 5U and R 5S ; is added in mono- or oligomeric form during step (b), or
a combination thereof, and
with the proviso that a rearrangement catalyst is present in at least one of steps (a) or (c).
9 . The method according to claim 8 , wherein
in step (a), the precursor further comprises mono-organofunctional T-type siloxane moieties, wherein R 5 is R 5N and/or R 5U ;
in step (b), the R 5 of the T-type silane is R 5N and/or R 5U ; and
the method comprises the step (f) of substituting the R 5U residues of the polymeric liquid material with R 5S residues to obtain at least 1 mol-% R 5S residues relative to the sum of all R 5U and R 5S residues.
10 . The method according to claim 8 , wherein
in step (a), the precursor further comprises mono-organofunctional T-type siloxane moieties, wherein is R 5U ;
in step (b), the R 5 of at least one T-type silane is R 55 ; and
wherein the method further comprises step (e) of repeating steps (b) to (d) at least once, wherein in step (e), the R 5 of the T-type silane is selected from the group consisting of R 5U and R 5S .
11 . The method according to claim 8 , wherein the rearrangement catalyst is selected from the group consisting of
Ti(IV)(OR 13 ) 4 and Zr(IV)(OR 13 ) 4 ;
Ti(IV)X 4 and Zr(IV)X 4 ;
O═Ti(IV)X 2 and O═Zr(IV)X 2 );
Ti(IV)X 2 (OR 13 ) 2 and Zr(IV)X 2 (OR 13 ) 2 ;
Ti(IV)X 2 (OAcAc) 2 and Zr(IV)X 2 (OAcAc) 2 ;
Ti(IV)(OSi(CH 3 ) 3 ) 4 and Zr(IV)(OSi(CH 3 ) 3 ) 4 ;
(R 13 O) 2 Ti(IV)(OAcAc) 2 and (R 13 O) 2 Zr(IV)(OAcAc) 2 ;
O═Ti(IV)(OAcAc) 2 and O═Zr(IV)(OAcAc) 2 ;
Ti(IV)(OAc) 4 and Zr(IV)(OAc) 4 ;
Ti(IV)(OAc) 2 (OR 13 ) 2 and Zr(IV)(OAc) 2 (OR 13 ) 2 ; and
O═Ti(IV)(OAc) 2 and O═Zr(IV)(OAc) 2 ;
wherein R 13 is selected from the group consisting of —CH 3 , —CH 2 CH 3 , —CH(CH 3 ) 2 , —CH 2 CH 2 CH 3 , —C(CH 3 ) 3 , —CH 2 CH 2 CH 2 CH 3 and CH 2 CH 2 CH(CH 3 ) 2 and wherein X is a halide, a pseudohalide, nitrate, chlorate or perchlorate anion.
12 . A product obtained by the method of claim 7 .
13 . The polymeric liquid polysiloxane material according to claim 1 , further comprising at least one of:
(ii) tri-organofunctional M-type siloxane moieties selected from the group consisting of:
(iii) di-organofunctional D-type siloxane moieties selected from the group consisting of:
indicates a covalent siloxane bond to a silicon atom of another Q-, M-, D- and/or T-type moiety as defined in (i), (ii), (iii) and/or (iv);
the degree of polymerization of the D-type siloxane moieties DP D-type is in the range of 1.0 to 1.9;
the total content of tri-organofunctional M-type siloxane moieties (ii) in the polysiloxane material does not exceed 20 mol-%, 10 mol-% or 5 mol-%; and
the total content of di-organofunctional D-type siloxane moieties (iii) in the polysiloxane material does not exceed 5, 10, or 15 mol-%.
14 . The polymeric liquid polysiloxane material according to claim 1 , wherein R 5N is selected from the group consisting of linear or branched hexyl, linear or branched octyl, linear or branched dodecyl, linear or branched hexadecyl, (3,3,3-trifluoro) propyl, (1H,1H,2H,2H-perfluoro) octyl, cyclohexyl, cyclopentadienyl, cyclopentyl, (1H,1H,2H,2H-perfluoro) dodecyl and (1H,1H,2H,2H-perfluoro) hexadecyl.
15 . The polymeric liquid polysiloxane material according to claim 1 , wherein R 6 is selected from the group consisting of —(CH 2 ) 5 CH 3 , —(CH 2 ) 6 CH 3 , —(CH 2 ) 7 CH 3 , —(CH 2 ) 8 CH 3 , —(CH 2 ) 9 CH 3 , —(CH 2 ) 11 CH 3 and —(CH 2 ) 13 CH 3 .
16 . The polymeric liquid polysiloxane material according to claim 1 , wherein R 12b is selected from the group consisting of
substituted poly(ethylene oxide), unsubstituted poly(ethylene oxide), substituted poly(propylene oxide), unsubstituted poly(propylene oxide), substituted polytetrahydrofuran and unsubstituted polytetrahydrofuran; and
poly D-glucose, Oligo-D-glucose, chitosan, deacetylated oligo-chitin, oligo-beta-D-galactopyranuronic acid, poly alginic acid, oligo-alginic acid, poly amylose, oligo amylose, poly-galactose, and oligo-galactose, each with a molecular weight up to 5000 g/mol.
17 . The polymeric liquid polysiloxane material according to claim 1 , wherein R 12c is selected from the group consisting of
oligo-peptides made of naturally occurring amino acids up to a molecular weight of 5000 g/mol and poly-peptides made of naturally occurring amino acids up to a molecular weight of 5000 g/mol;
naturally occurring C 12-24 fatty acids;
naturally occurring unsaturated fatty acids;
C 12-24 naturally occurring unsaturated fatty acids with 1 to 3 double bonds;
epoxidized fatty acids;
epoxidized castor oil, epoxidized soybean oil, and epoxidized sunflower oil;
ring opened epoxidized fatty acid based polyols;
natural oil based polyols (NOPs); and
castor oil triglycerides, soybean oil triglycerides, and sunflower oil triglycerides.
18 . The polymeric liquid polysiloxane material according to claim 1 , wherein when the sum of all Z 3 and Y 3 and/or the sum of all -L-Z 2 and -L′-Y 2 amounts to at least 50 mol-% of all R 5 residues of the T-type siloxane moieties in the polysiloxane material, and the material further comprises R 5 residues being -L-Z 1 , the sum of R 5 residues being -L′-Y 1 and -L-Z 1 being less than 20 mol-%, the degree of polymerization of the Q-type siloxane moieties DP Q-type is in the range of 1.85 to 2.2, and the atomic ratio of T- to Q-species in the material is in the range of 0.02:1 to 0.3:1.
19 . The polymeric liquid polysiloxane material according to claim 1 , wherein when the sum of all -L-Z 1 , -L′-Y 1 and R 5N amounts to at least 90 mol-% of all R 5 residues of the T-type siloxane moieties in the polysiloxane material, at least 30 mol-% of the R 5 residues of the material being -L-Z 1 and/or -L′-Y 1 and at least 10 mol-% of the R 5 residues of the material being R 5N , the degree of polymerization of the Q-type siloxane moieties DP Q-type is in the range of 1.8 to 2.4, and the atomic ratio of T- to Q-species in the material is in the range of 0.05:1 to 0.4:1.
20 . The polymeric liquid polysiloxane material according to claim 1 , wherein when the sum of all R 5N , z 3 , Y 3 , -L′-Y 2 and -L-Z 2 amounts to at least 90 mol-% of all R 5 residues of the T-type siloxane moieties in the polysiloxane material, the sum of all Z 3 , Y 3 , -L′-Y 2 and -L-Z 2 amounts to at least 20 mol-% of the R 5 residues of the material, at least 20 mol-% of the R 5 residues of the material being R 5N , the degree of polymerization of the Q-type siloxane moieties DP Q-type is in the range of 1.7 to 2.25, and the atomic ratio of T- to Q-species in the material is in the range of 0.05:1 to 0.25:1.